(-)-germacrene D synthase

(-)-germacrene D synthase
Identifiers
EC number 4.2.3.75
Databases
IntEnz IntEnz view
BRENDA BRENDA entry
ExPASy NiceZyme view
KEGG KEGG entry
MetaCyc metabolic pathway
PRIAM profile
PDB structures RCSB PDB PDBe PDBsum

(-)-germacrene D synthase (EC 4.2.3.75) is an enzyme with systematic name (2E,6E)-farnesyl-diphosphate diphosphate-lyase ((-)-germacrene-D-forming).[1][2][3][4] This enzyme catalyses the following chemical reaction

(2E,6E)-farnesyl diphosphate (-)-germacrene D + diphosphate

In Solidago canadensis the biosynthesis results in the pro-R hydrogen at C-1 of the farnesyl diphosphate.

References

  1. Schmidt, C.O.; Bouwmeester, H.J.; Franke, S.; König, W.A. (1999). "Mechanisms of the biosynthesis of sesquiterpene enantiomers (+)- and (-)-germacrene D in Solidago canadensis". Chirality. 11: 353–362. doi:10.1002/(sici)1520-636x(1999)11:5/6<353::aid-chir2>3.0.co;2-l.
  2. He, X.; Cane, D.E. (2004). "Mechanism and stereochemistry of the germacradienol/germacrene D synthase of Streptomyces coelicolor A3(2)". J. Am. Chem. Soc. 126: 2678–2679. doi:10.1021/ja039929k. PMID 14995166.
  3. Lucker, J.; Bowen, P.; Bohlmann, J. (2004). "Vitis vinifera terpenoid cyclases: functional identification of two sesquiterpene synthase cDNAs encoding (+)-valencene synthase and (-)-germacrene D synthase and expression of mono- and sesquiterpene synthases in grapevine flowers and berries". Phytochemistry. 65 (19): 2649–2659. doi:10.1016/j.phytochem.2004.08.017. PMID 15464152.
  4. Prosser, I.; Altug, I.G.; Phillips, A.L.; Konig, W.A.; Bouwmeester, H.J.; Beale, M.H. (2004). "Enantiospecific (+)- and (-)-germacrene D synthases, cloned from goldenrod, reveal a functionally active variant of the universal isoprenoid-biosynthesis aspartate-rich motif". Arch. Biochem. Biophys. 432 (2): 136–144. doi:10.1016/j.abb.2004.06.030. PMID 15542052.
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